US4146619A - Siloxane toxicants - Google Patents
Siloxane toxicants Download PDFInfo
- Publication number
- US4146619A US4146619A US05/802,013 US80201377A US4146619A US 4146619 A US4146619 A US 4146619A US 80201377 A US80201377 A US 80201377A US 4146619 A US4146619 A US 4146619A
- Authority
- US
- United States
- Prior art keywords
- centistokes
- polymer
- dimethicone
- toxicants
- viscosity
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
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Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N55/00—Biocides, pest repellants or attractants, or plant growth regulators, containing organic compounds containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen and sulfur
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
- A61P33/10—Anthelmintics
Definitions
- pediculicidal toxicants are Lindane (gamma benzene hexachloride), Malathion [(S-1,2-dicarbethoxyethyl)-O,O-dimethyl phosphorodithioate], synergized pyrethrins and Cuprex (a combination of tetrahydronaphthalene, copper oleate and acetone, the acetone not asserted to be active). Because of increased concern about the overall safety of some of the known ectoparasitic toxicants, the search for new, safe and effective pediculicides has intensified recently.
- linear siloxane polymers exhibit pediculicidal and/or ovicidal activity. These compounds are known materials. For example, simethicone is widely used as an antiflatulent.
- This invention relates to ectoparasiticidal toxicants and a method of controlling ectoparasites. More particularly, the invention relates to the use of linear siloxane polymers as toxicants for lice and/or their ova and to toxicant compositions containing such polymers.
- the toxicants of this invention are the linear siloxane polymers having a viscosity of less than about 20,000 centistokes, preferably less than about 10,000 centistokes and most preferably about 1,000 centistokes or less.
- the polymers are characterized by repeating units R 2 SiO in which each R is individually alkyl or aryl.
- the R groups are usually methyl or a combination of methyl and phenyl, i.e., dimethicones (CTFA official name for dimethylpolysiloxanes) and phenyldimethicone.
- the instant toxicants include simethicone which is a mixture of fully methylated linear siloxane polymers containing 93-99% dimethicone units stabilized with trimethylsiloxy [(CH 3 ) 3 SiO-] end blocking units and 4-4.5% silicon dioxide.
- the polysiloxanes used in this invention are relatively inert pharmacologically, are chemically stable and are non-corrosive.
- One or more of the toxic polymers of the present invention can be incorporated into an active toxicant composition which can be in the form of a liquid, powder, lotion, cream, gel or aerosol spray, or foam as the result of formulation with inert pharmaceutically acceptable carriers by procedures well known in the art.
- an active toxicant composition which can be in the form of a liquid, powder, lotion, cream, gel or aerosol spray, or foam as the result of formulation with inert pharmaceutically acceptable carriers by procedures well known in the art.
- Any pharmaceutically acceptable carrier, whether aqueous or not aqueous, which is inert to the active ingredient can be employed.
- inert is meant that the carrier does not have a substantial detrimental effect on the pediculicidal or ovicidal toxicant activity of the active ingredient.
- the active polymers are incorporated into the toxicant composition used to treat the substrate (human or animal) in need of such treatment, believed to be in need of such treatment, or desired to be prophylactically protected in an effective toxicant amount.
- amount is meant the amount which will cause at least 50% of the ectoparasites exposed in the two minute immersion tests described below to die within 24 hours in the case of lice and within 2 weeks in case of the ova.
- the minimum concentration of polymer required to provide an effective toxic amount varies considerably depending on the particular polymer, the particular inert pharmaceutically acceptable carrier being employed and any other ingredients which are present. Thus, in one case a 10% concentration may suffice, while in other cases, concentrations as high as 25% may be required to obtain an effective toxic dose.
- the polymer will be used in concentrations of about 5 to 100% and most preferably at concentrations of about 10 to 100%.
- the instant polymers can also be employed as an adjunct toxicant in a preparation which otherwise exhibits pediculicidal and/or ovicidal activity.
- the term "effective toxic dose” means that amount which will increase the mortality rate by at least about 20% in the standard immersion tests.
- Pediculicidal activity A 50 ml beaker is filled with tap water and allowed to come to room temperature (about 20° C.). Ten young adult male and ten young adult female lice (Pediculus humanus corporis) of the same age group and from the same stock colony are placed on a 2 ⁇ 2 cm coarse mesh path. The sample to be tested, maintained at room temperature, is shaken until homogeneous and placed into a 50 ml beaker. The mesh patch is placed into the sample immediately after pouring, allowed to submerge, and after two minutes is removed and immediately plunged into the beaker containing the tap water. The patch is vigorously agitated every ten seconds and after one minute the patch is removed and placed on paper toweling. The lice are then transferred to a 4 ⁇ 4 cm black corduroy cloth patch and this point of time is considered zero hours. Thereafter, the corduroy patch is placed in a petri dish which is covered and stored in a 30° C. holding chamber.
- Ovicidal activity 15 adult, 5 to 10 day old, female lice (Pediculus humanus corporis) are placed on a 2 ⁇ 2 cm nylon mesh patch which is placed on a petri dish, covered and maintained in an incubator at 30° C. for 24 hours. The adult lice are then removed and the number of plump, viable eggs and shriveled non-fertile eggs on the patch are recorded. The sample to be tested, maintained at room temperature, is shaken until homogeneous and poured into a 50 ml beaker. Immediately after the pouring, the mesh patch is placed into the beaker, allowed to submerge, and after two minutes is removed and immediately plunged into a 50 ml beaker containing tap water at room temperature (about 24° C.).
- the patch is vigorously agitated every ten seconds and after one minute, the patch is removed and placed on paper toweling for one minute. The patch is then placed in a petri dish which is covered and stored in the 30° C. incubator. Fourteen days following treatment, the number of hatched eggs and the number of shriveled or unhatched eggs is noted.
- the pediculicidal and ovicidal activity of various toxicants of the instant invention were tested in the two minute immersion tests described above. The ratings set forth represent the percent mortality observed.
- the polymers were evaluated in undiluted form (UD) or in a combination (C) containing 15 (w/w) percent polymer, 25% isopropanol and 60% aqueous carrier.
- the viscosity range of 100-1000 centistokes for the dimethicones tested exhibit the highest pediculicidal activity below a 15% W/W concentration.
- the one phenyldimethicone derivative tested displays equivalent activity but at a much lower viscosity value.
Abstract
Linear siloxane polymers have been found to exhibit pediculicidal and/or ovicidal activity.
Description
There are only a relatively few pediculicides which are commercially available today. The most popular pediculicidal toxicants are Lindane (gamma benzene hexachloride), Malathion [(S-1,2-dicarbethoxyethyl)-O,O-dimethyl phosphorodithioate], synergized pyrethrins and Cuprex (a combination of tetrahydronaphthalene, copper oleate and acetone, the acetone not asserted to be active). Because of increased concern about the overall safety of some of the known ectoparasitic toxicants, the search for new, safe and effective pediculicides has intensified recently.
Many species of insects encase their ova in protective sheaths which are impregnable to most toxicants. The "gestation" period of the egg is often relatively long in comparison to the life cycle of the adult forms. Thus, an agent effective only against adults must persist for the lifetime of the developing ovum or must be reapplied as successive hatching occurs.
It has now been found that linear siloxane polymers exhibit pediculicidal and/or ovicidal activity. These compounds are known materials. For example, simethicone is widely used as an antiflatulent.
It is the object of this invention to provide new safe and effective toxicants for lice and their ova. This and other objects of the invention will become apparent to those skilled in the art from the following detailed description.
This invention relates to ectoparasiticidal toxicants and a method of controlling ectoparasites. More particularly, the invention relates to the use of linear siloxane polymers as toxicants for lice and/or their ova and to toxicant compositions containing such polymers.
The toxicants of this invention are the linear siloxane polymers having a viscosity of less than about 20,000 centistokes, preferably less than about 10,000 centistokes and most preferably about 1,000 centistokes or less. The polymers are characterized by repeating units R2 SiO in which each R is individually alkyl or aryl. In most commercially available polysiloxanes, the R groups are usually methyl or a combination of methyl and phenyl, i.e., dimethicones (CTFA official name for dimethylpolysiloxanes) and phenyldimethicone. The instant toxicants include simethicone which is a mixture of fully methylated linear siloxane polymers containing 93-99% dimethicone units stabilized with trimethylsiloxy [(CH3)3 SiO-] end blocking units and 4-4.5% silicon dioxide. The polysiloxanes used in this invention are relatively inert pharmacologically, are chemically stable and are non-corrosive.
One or more of the toxic polymers of the present invention can be incorporated into an active toxicant composition which can be in the form of a liquid, powder, lotion, cream, gel or aerosol spray, or foam as the result of formulation with inert pharmaceutically acceptable carriers by procedures well known in the art. Any pharmaceutically acceptable carrier, whether aqueous or not aqueous, which is inert to the active ingredient can be employed. By inert is meant that the carrier does not have a substantial detrimental effect on the pediculicidal or ovicidal toxicant activity of the active ingredient.
The active polymers are incorporated into the toxicant composition used to treat the substrate (human or animal) in need of such treatment, believed to be in need of such treatment, or desired to be prophylactically protected in an effective toxicant amount. By such amount is meant the amount which will cause at least 50% of the ectoparasites exposed in the two minute immersion tests described below to die within 24 hours in the case of lice and within 2 weeks in case of the ova. The minimum concentration of polymer required to provide an effective toxic amount varies considerably depending on the particular polymer, the particular inert pharmaceutically acceptable carrier being employed and any other ingredients which are present. Thus, in one case a 10% concentration may suffice, while in other cases, concentrations as high as 25% may be required to obtain an effective toxic dose. Usually, the polymer will be used in concentrations of about 5 to 100% and most preferably at concentrations of about 10 to 100%.
The instant polymers can also be employed as an adjunct toxicant in a preparation which otherwise exhibits pediculicidal and/or ovicidal activity. In such preparations, the term "effective toxic dose" means that amount which will increase the mortality rate by at least about 20% in the standard immersion tests.
The two minute immersion tests referred to above is carried out as follows:
Pediculicidal activity: A 50 ml beaker is filled with tap water and allowed to come to room temperature (about 20° C.). Ten young adult male and ten young adult female lice (Pediculus humanus corporis) of the same age group and from the same stock colony are placed on a 2×2 cm coarse mesh path. The sample to be tested, maintained at room temperature, is shaken until homogeneous and placed into a 50 ml beaker. The mesh patch is placed into the sample immediately after pouring, allowed to submerge, and after two minutes is removed and immediately plunged into the beaker containing the tap water. The patch is vigorously agitated every ten seconds and after one minute the patch is removed and placed on paper toweling. The lice are then transferred to a 4×4 cm black corduroy cloth patch and this point of time is considered zero hours. Thereafter, the corduroy patch is placed in a petri dish which is covered and stored in a 30° C. holding chamber.
Ovicidal activity: 15 adult, 5 to 10 day old, female lice (Pediculus humanus corporis) are placed on a 2×2 cm nylon mesh patch which is placed on a petri dish, covered and maintained in an incubator at 30° C. for 24 hours. The adult lice are then removed and the number of plump, viable eggs and shriveled non-fertile eggs on the patch are recorded. The sample to be tested, maintained at room temperature, is shaken until homogeneous and poured into a 50 ml beaker. Immediately after the pouring, the mesh patch is placed into the beaker, allowed to submerge, and after two minutes is removed and immediately plunged into a 50 ml beaker containing tap water at room temperature (about 24° C.). The patch is vigorously agitated every ten seconds and after one minute, the patch is removed and placed on paper toweling for one minute. The patch is then placed in a petri dish which is covered and stored in the 30° C. incubator. Fourteen days following treatment, the number of hatched eggs and the number of shriveled or unhatched eggs is noted.
In both the pediculicidal and ovicidal two minute immersion tests, controls are run in identical manner to that described with room temperature (24° C.) tap water substituted for the sample to be tested. The results of the tests reported are net results.
The pediculicidal and ovicidal activity of various toxicants of the instant invention were tested in the two minute immersion tests described above. The ratings set forth represent the percent mortality observed. The polymers were evaluated in undiluted form (UD) or in a combination (C) containing 15 (w/w) percent polymer, 25% isopropanol and 60% aqueous carrier.
______________________________________ % Mortality Viscosity in Pediculicidal Ovicidal Compound centistokes UD C UD C ______________________________________ Phenyldimethicone 22.5 100 100 94 11 Dimethicone 100 100 100 100 72 Dimethicone 350 100 100 100 35 Dimethicone 900 100 100 100 52 Dimethicone 1,000 100 100 100 38 Dimethicone 12,000 100 100 100 0 ______________________________________
The pediculicidal activity of various polysiloxanes as a function of concentration in 25% isopropanol, 7% Polysorbate 80 emulsifier, and water Q.S. was studied and the results are shown below.
______________________________________ Phenyldimethicone 22.5 centistokes % W/W % Mortality 15 100 13 100 11 95 9 80 7 75 5 0 3 0 1 0 Dimethicone, 100 centistokes % W/W % Mortality 15 100 13 95 11 95 9 100 7 90 5 10 3 5 1 5 Dimethicone, 350 centistokes % W/W % Mortality 15 100 13 100 11 100 9 100 7 95 5 85 3 25 1 0 Dimethicone, 900 centistokes % W/W % Mortality 15 100 13 100 11 100 9 85 7 70 5 20 3 20 1 0 Dimethicone, 1000 centistokes % W/W % Mortality 15 100 13 100 11 95 9 85 7 90 5 65 3 40 1 0 Dimethicone, 12,000 centistokes % W/W % Mortality 15 100 13 85 11 40 9 10 7 75 5 0 3 0 1 0 ______________________________________
As can be seen from the foregoing, the viscosity range of 100-1000 centistokes for the dimethicones tested exhibit the highest pediculicidal activity below a 15% W/W concentration. The one phenyldimethicone derivative tested displays equivalent activity but at a much lower viscosity value.
As noted above, various end use formulations can be prepared. Some typical formulations are set forth below and the amounts recited are percentages by weight.
EXAMPLES ______________________________________ Gel Isopropanol 25.0 Dimethicone, 100 centistokes 15.0 Sorbitan monolaurate 7.5 Carbomer 940 3.0 Triethanolamine 4.0 Water 45.5 Aerosol Spray Ethanol 70.0 Phenyldimethicone, 22.5 centistokes 15.0 Isobutane 15.0 Powder Talc 90.0 Dimethicone, 900 centistokes 10.0 Quick breaking aerosol foam Mono and diglycerides from the glycerides of edible fats 8.0 Isopropanol 25.0 Dimethicone, 350 centistokes 15.0 Glycerine 3.0 Water 41.0 Isobutane 8.0 Stick Sodium stearate 8.0 Ethanol 77.0 Phenyldimethicone, 22.5 centistokes 15.0 Cream Beeswax 10.0 Dimethicone, 100 centistokes 15.0 Cetyl alcohol 3.0 Mineral oil 8.0 Glycerylmonostearate 5.0 Sorbitan monolaurate 4.0 Isopropanol 25.0 Xanthan gum 0.2 Sodium borate, pentahydrate 0.75 Water 29.05 ______________________________________
Various changes and modifications can be made in the present invention without departing from the scope and the spirit thereof. The various embodiments which have been described above were set forth for illustration purposes only and were not intended to limit the invention. Unless otherwise specified, throughout this specification and claims, all temperatures have been in degrees Centigrade and all parts and percentages by weight.
Claims (7)
1. A method of controlling ectoparasites or their ova which comprises applying to an animal or human in need of such control, an effective toxic amount of at least one linear siloxane polymer having repeating units R2 SiO in which each R is individually alkyl or aryl and having a viscosity of less than about 20,000 centistokes.
2. The method of claim 1 wherein said polymer has a viscosity of less than about 10,000 centistokes.
3. The method of claim 2 wherein said polymer has a viscosity of about 1,000 centistokes or less.
4. The method of claim 1 wherein said polymer is dimethicone or phenyldimethicone.
5. The method of claim 1 wherein said polymer is simethicone.
6. The method of claim 1 wherein said polymer is employed in combination with an inert pharmaceutically acceptable carrier.
7. The method of claim 6 wherein said carrier is aqueous.
Priority Applications (11)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US05/802,013 US4146619A (en) | 1977-05-31 | 1977-05-31 | Siloxane toxicants |
GB32135/77A GB1604853A (en) | 1977-05-31 | 1977-10-18 | Use of siloxanes as ectoparasiticides |
PH21156A PH15528A (en) | 1977-05-31 | 1978-05-18 | Siloxane toxicants |
AU36435/78A AU515942B2 (en) | 1977-05-31 | 1978-05-24 | Siloxane toxicants |
CH574678A CH630238A5 (en) | 1977-05-31 | 1978-05-26 | POLYSILOXANE-BASED ECTOPARASITICIDES. |
MX10098378U MX7145E (en) | 1977-05-31 | 1978-05-29 | AN IMPROVED PROCEDURE FOR PREPARING AN ECTOPARASITICIDE AND OVICID COMPOSITION BASED ON LINEAR SILOXANE POLYMERS |
FR7816052A FR2392604A1 (en) | 1977-05-31 | 1978-05-30 | POLYSILOXANE INSECTICIDES |
BE188157A BE867616A (en) | 1977-05-31 | 1978-05-30 | POLYSILOXANE INSECTICIDES |
CA304,437A CA1108529A (en) | 1977-05-31 | 1978-05-30 | Siloxane toxicants |
DE19782823595 DE2823595A1 (en) | 1977-05-31 | 1978-05-30 | MEANS FOR DISTRIBUTING ECTOPARASITES AND / OR KILLING THEIR EGGS |
JP6446378A JPS545027A (en) | 1977-05-31 | 1978-05-31 | Siloxane poison |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US05/802,013 US4146619A (en) | 1977-05-31 | 1977-05-31 | Siloxane toxicants |
Publications (1)
Publication Number | Publication Date |
---|---|
US4146619A true US4146619A (en) | 1979-03-27 |
Family
ID=25182617
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US05/802,013 Expired - Lifetime US4146619A (en) | 1977-05-31 | 1977-05-31 | Siloxane toxicants |
Country Status (10)
Country | Link |
---|---|
US (1) | US4146619A (en) |
JP (1) | JPS545027A (en) |
AU (1) | AU515942B2 (en) |
BE (1) | BE867616A (en) |
CA (1) | CA1108529A (en) |
CH (1) | CH630238A5 (en) |
DE (1) | DE2823595A1 (en) |
FR (1) | FR2392604A1 (en) |
GB (1) | GB1604853A (en) |
PH (1) | PH15528A (en) |
Cited By (19)
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EP0191543A1 (en) * | 1985-01-15 | 1986-08-20 | Ventec Laboratories, Inc. | Silicone insect toxicants |
US4654328A (en) * | 1984-11-13 | 1987-03-31 | Shin-Etsu Chemical Co., Ltd. | Method for controlling sanitary and agricultural pests |
US4656162A (en) * | 1982-08-31 | 1987-04-07 | Shin-Etsu Chemical Co., Ltd. | Method for controlling sanitary and agricultural pests |
US4668666A (en) * | 1984-12-05 | 1987-05-26 | Adams Veterinary Research Laboratories | Long-acting pyrethrum/pyrethroid based pesticides with silicone stabilizers |
US4983413A (en) * | 1988-06-08 | 1991-01-08 | Curtice-Burns, Inc. | Low-calorie polysiloxane oil food products |
US5626859A (en) * | 1993-12-30 | 1997-05-06 | Fitch; Joanne A. | Ectoparasite control stick for domesticated animals |
EP1207908A1 (en) * | 1999-08-19 | 2002-05-29 | David Holzer | Method of treating body insect infestation |
WO2002074088A1 (en) * | 2001-03-16 | 2002-09-26 | Durminster Limited | Arthropodicidal compositions |
US20030013683A1 (en) * | 1999-08-19 | 2003-01-16 | David Holzer | Method of treating body insect infestation |
US6663876B2 (en) | 2002-04-29 | 2003-12-16 | Piedmont Pharmaceuticals, Llc | Methods and compositions for treating ectoparasite infestation |
EP1663131A1 (en) * | 2003-08-02 | 2006-06-07 | LRC Products Limited | Parasiticidal composition |
US20070142330A1 (en) * | 1999-09-16 | 2007-06-21 | Jayne Ansell | Method and composition for the control of arthropods |
US20070212382A1 (en) * | 2006-03-13 | 2007-09-13 | Marianne Boskamp | Composition for combating ectoparasites and their ova |
US20100015064A1 (en) * | 2007-01-16 | 2010-01-21 | Oystershell N.V. | Foamable composition for killing arthropods and uses thereof |
GB2470208A (en) * | 2009-05-14 | 2010-11-17 | Thornton & Ross Ltd | Treatment of head lice |
BE1018708A3 (en) * | 2009-04-01 | 2011-07-05 | Lab Qualiphar | METHOD FOR COMBATING INSECTS |
US20110165094A1 (en) * | 2008-09-22 | 2011-07-07 | Bio.Lo.Ga S.R.L. | Use of vitamin e or derivatives thereof for the control of arthropods |
US20110183937A1 (en) * | 2009-07-24 | 2011-07-28 | Henning Ueck | Agent for Combating Ectoparasites |
WO2012069785A2 (en) | 2010-11-25 | 2012-05-31 | Excella-Tec Limited | A composition and method for the control of arthropods |
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JPS5731925A (en) * | 1980-08-01 | 1982-02-20 | Nippon Ester Co Ltd | Production of polyester |
DE3029426A1 (en) * | 1980-08-02 | 1982-03-11 | Bayer Ag, 5090 Leverkusen | AGAINST EFFECTIVE POUR-ON FORMULATIONS |
JPS59225111A (en) * | 1983-06-07 | 1984-12-18 | Kao Corp | Composition for cleaning and wiping skin around anus |
GB8402637D0 (en) * | 1984-02-01 | 1984-03-07 | Beecham Group Plc | Cosmetic |
GB9921858D0 (en) * | 1999-09-16 | 1999-11-17 | Ansell Jane | Composition and method for the eradication of head lice |
JP4890798B2 (en) * | 2004-06-24 | 2012-03-07 | エステー株式会社 | Insect repellent, insect repellent using the same, and method |
JP5373874B2 (en) * | 2004-06-24 | 2013-12-18 | エステー株式会社 | Insect repellent, insect repellent using the same, and method |
US20060140995A1 (en) * | 2004-12-23 | 2006-06-29 | Precopio Michael J | Methods for treating ectoparasite infections on the mammalian body |
ES2749602T3 (en) | 2014-07-30 | 2020-03-23 | Icb Pharma Spolka Jawna | Siloxane-free liquid dispersion composition comprising isopropyl myristate and isohexadecane to combat ectoparasites |
JP2019081752A (en) * | 2017-10-30 | 2019-05-30 | アース製薬株式会社 | Method of inhibiting colonization by blood-sucking pests and colonization inhibitor against blood-sucking pests |
EP3524056B1 (en) | 2018-02-09 | 2021-02-24 | Beaphar B.V. | Compositions for use in the treatment of lice and/or mites infestations on a horse |
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- 1977-05-31 US US05/802,013 patent/US4146619A/en not_active Expired - Lifetime
- 1977-10-18 GB GB32135/77A patent/GB1604853A/en not_active Expired
-
1978
- 1978-05-18 PH PH21156A patent/PH15528A/en unknown
- 1978-05-24 AU AU36435/78A patent/AU515942B2/en not_active Expired
- 1978-05-26 CH CH574678A patent/CH630238A5/en not_active IP Right Cessation
- 1978-05-30 CA CA304,437A patent/CA1108529A/en not_active Expired
- 1978-05-30 FR FR7816052A patent/FR2392604A1/en active Granted
- 1978-05-30 BE BE188157A patent/BE867616A/en not_active IP Right Cessation
- 1978-05-30 DE DE19782823595 patent/DE2823595A1/en not_active Withdrawn
- 1978-05-31 JP JP6446378A patent/JPS545027A/en active Granted
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US2681878A (en) * | 1951-09-04 | 1954-06-22 | Dow Corning | Insect repellent compositions |
US3470292A (en) * | 1965-06-01 | 1969-09-30 | Colgate Palmolive Co | Film-forming composition containing a phosphatide and a siloxane |
US3567820A (en) * | 1969-04-09 | 1971-03-02 | George S Sperti | Compositions and treatment for the alleviation of diaper rash |
US3880996A (en) * | 1974-03-11 | 1975-04-29 | Arthur I Fisher | Topical analgesic preparation and method of using |
US3953591A (en) * | 1974-04-29 | 1976-04-27 | The Procter & Gamble Company | Fatty acid, polysiloxane and water-soluble polymer containing skin conditioning emulsion |
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US4656162A (en) * | 1982-08-31 | 1987-04-07 | Shin-Etsu Chemical Co., Ltd. | Method for controlling sanitary and agricultural pests |
US4654328A (en) * | 1984-11-13 | 1987-03-31 | Shin-Etsu Chemical Co., Ltd. | Method for controlling sanitary and agricultural pests |
US4668666A (en) * | 1984-12-05 | 1987-05-26 | Adams Veterinary Research Laboratories | Long-acting pyrethrum/pyrethroid based pesticides with silicone stabilizers |
EP0191543A1 (en) * | 1985-01-15 | 1986-08-20 | Ventec Laboratories, Inc. | Silicone insect toxicants |
US4983413A (en) * | 1988-06-08 | 1991-01-08 | Curtice-Burns, Inc. | Low-calorie polysiloxane oil food products |
US5626859A (en) * | 1993-12-30 | 1997-05-06 | Fitch; Joanne A. | Ectoparasite control stick for domesticated animals |
EP1207908A1 (en) * | 1999-08-19 | 2002-05-29 | David Holzer | Method of treating body insect infestation |
EP1207908A4 (en) * | 1999-08-19 | 2002-09-11 | David Holzer | Method of treating body insect infestation |
US20030013683A1 (en) * | 1999-08-19 | 2003-01-16 | David Holzer | Method of treating body insect infestation |
US6683065B1 (en) * | 1999-08-19 | 2004-01-27 | Host Pharmaceuticals Llc | Method of treating body insect infestation |
US20040242541A1 (en) * | 1999-08-19 | 2004-12-02 | David Holzer | Method of treating body insect infestation |
US7829551B2 (en) | 1999-09-16 | 2010-11-09 | Durminster Limited | Method and composition for the control of arthropods |
US20070142330A1 (en) * | 1999-09-16 | 2007-06-21 | Jayne Ansell | Method and composition for the control of arthropods |
US20050101566A1 (en) * | 2001-03-16 | 2005-05-12 | Burgess Ian F. | Arthropodicidal compositions |
WO2002074088A1 (en) * | 2001-03-16 | 2002-09-26 | Durminster Limited | Arthropodicidal compositions |
US8178116B2 (en) | 2002-04-29 | 2012-05-15 | Piedmont Pharmaceuticals, Llc | Methods and compositions for treating ectoparasite infestation |
US6663876B2 (en) | 2002-04-29 | 2003-12-16 | Piedmont Pharmaceuticals, Llc | Methods and compositions for treating ectoparasite infestation |
US8815270B2 (en) | 2002-04-29 | 2014-08-26 | Piedmont Pharmaceuticals, Llc | Methods and compositions for treating ectoparasite infestation |
US20040086540A1 (en) * | 2002-04-29 | 2004-05-06 | Piedmont Pharmaceuticals, Llc | Methods and compositions for treating ectoparasite infestation |
EP1663131A1 (en) * | 2003-08-02 | 2006-06-07 | LRC Products Limited | Parasiticidal composition |
US20060275334A1 (en) * | 2003-08-02 | 2006-12-07 | Jasmina Dokic-Gallagher | Parasiticidal composition |
US20070212382A1 (en) * | 2006-03-13 | 2007-09-13 | Marianne Boskamp | Composition for combating ectoparasites and their ova |
US20100015064A1 (en) * | 2007-01-16 | 2010-01-21 | Oystershell N.V. | Foamable composition for killing arthropods and uses thereof |
US20110165094A1 (en) * | 2008-09-22 | 2011-07-07 | Bio.Lo.Ga S.R.L. | Use of vitamin e or derivatives thereof for the control of arthropods |
BE1018708A3 (en) * | 2009-04-01 | 2011-07-05 | Lab Qualiphar | METHOD FOR COMBATING INSECTS |
DE112010001992T5 (en) | 2009-05-14 | 2013-08-22 | Thornton & Ross Ltd. | Method and composition for controlling ectoparasites |
GB2470208B (en) * | 2009-05-14 | 2014-01-29 | Thornton & Ross Ltd | A method and composition for the control of ectoparasites |
GB2470208A (en) * | 2009-05-14 | 2010-11-17 | Thornton & Ross Ltd | Treatment of head lice |
DE112010001992B4 (en) | 2009-05-14 | 2022-10-13 | Thornton & Ross Ltd. | Ectoparasiticidal compositions and their use for controlling ectoparasites |
US20110183937A1 (en) * | 2009-07-24 | 2011-07-28 | Henning Ueck | Agent for Combating Ectoparasites |
WO2012069785A2 (en) | 2010-11-25 | 2012-05-31 | Excella-Tec Limited | A composition and method for the control of arthropods |
Also Published As
Publication number | Publication date |
---|---|
BE867616A (en) | 1978-11-30 |
DE2823595A1 (en) | 1978-12-14 |
AU515942B2 (en) | 1981-05-07 |
FR2392604B1 (en) | 1983-12-09 |
CA1108529A (en) | 1981-09-08 |
PH15528A (en) | 1983-02-09 |
JPS545027A (en) | 1979-01-16 |
AU3643578A (en) | 1979-11-29 |
FR2392604A1 (en) | 1978-12-29 |
CH630238A5 (en) | 1982-06-15 |
GB1604853A (en) | 1981-12-16 |
JPS6343371B2 (en) | 1988-08-30 |
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